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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:49:13 UTC

Update Date

2023-02-21 17:21:55 UTC

HMDB ID

HMDB0032331

Secondary Accession Numbers

HMDB32331

Metabolite Identification

Common Name

(Z)-4-Hydroxy-6-dodecenoic acid lactone

Description

(Z)-4-Hydroxy-6-dodecenoic acid lactone, also known as (Z)-6-dodecen-laquo gammaraquo -lactone or (+,-)-(Z)-6-dodecen-4-olide, belongs to the class of organic compounds known as gamma butyrolactones. Gamma butyrolactones are compounds containing a gamma butyrolactone moiety, which consists of an aliphatic five-member ring with four carbon atoms, one oxygen atom, and bears a ketone group on the carbon adjacent to the oxygen atom. Based on a literature review very few articles have been published on (Z)-4-Hydroxy-6-dodecenoic acid lactone.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0032331
     RDKit          3D
(Z)-4-Hydroxy-6-dodecenoic acid lactone
 34 34  0  0  0  0  0  0  0  0999 V2000
    4.5937    1.0473   -0.6352 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0493   -0.3842   -0.6471 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3815   -0.6995    0.6913 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2523    0.2444    0.9392 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1634    0.2164   -0.0846 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4803   -1.0423   -0.2671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8125   -1.1872   -0.0697 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7702   -0.1382    0.3578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8413    0.0387   -0.6982 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7969    1.1156   -0.2254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0054    0.4047    0.3118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6079   -1.0244    0.2714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0487   -1.9648    0.9943 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6469   -1.1287   -0.7259 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3610    1.1576   -1.4203 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8098    1.7886   -0.8208 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1118    1.1807    0.3469 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3633   -0.4700   -1.4899 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9229   -1.0327   -0.8214 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1727   -0.5554    1.4561 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1155   -1.7531    0.6834 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8334    0.0614    1.9499 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6634    1.2760    0.9631 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4884    1.0521    0.1293 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6107    0.4937   -1.0973 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0218   -1.9559   -0.5864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2478   -2.2077   -0.2395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3543    0.8485    0.5545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2859   -0.4530    1.2975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4520    0.2228   -1.6972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0259    1.8449   -1.0149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3565    1.6897    0.6344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2844    0.7056    1.3298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8586    0.6086   -0.3903 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14  9  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  2 18  1  0
  2 19  1  0
  3 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  5 24  1  0
  5 25  1  0
  6 26  1  0
  7 27  1  0
  8 28  1  0
  8 29  1  0
  9 30  1  0
 10 31  1  0
 10 32  1  0
 11 33  1  0
 11 34  1  0
M  END

HMDB0032331
     RDKit          3D
(Z)-4-Hydroxy-6-dodecenoic acid lactone
 34 34  0  0  0  0  0  0  0  0999 V2000
    4.5937    1.0473   -0.6352 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0493   -0.3842   -0.6471 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3815   -0.6995    0.6913 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2523    0.2444    0.9392 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1634    0.2164   -0.0846 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4803   -1.0423   -0.2671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8125   -1.1872   -0.0697 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7702   -0.1382    0.3578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8413    0.0387   -0.6982 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7969    1.1156   -0.2254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0054    0.4047    0.3118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6079   -1.0244    0.2714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0487   -1.9648    0.9943 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6469   -1.1287   -0.7259 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3610    1.1576   -1.4203 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8098    1.7886   -0.8208 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1118    1.1807    0.3469 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3633   -0.4700   -1.4899 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9229   -1.0327   -0.8214 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1727   -0.5554    1.4561 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1155   -1.7531    0.6834 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8334    0.0614    1.9499 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6634    1.2760    0.9631 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4884    1.0521    0.1293 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6107    0.4937   -1.0973 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0218   -1.9559   -0.5864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2478   -2.2077   -0.2395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3543    0.8485    0.5545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2859   -0.4530    1.2975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4520    0.2228   -1.6972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0259    1.8449   -1.0149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3565    1.6897    0.6344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2844    0.7056    1.3298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8586    0.6086   -0.3903 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14  9  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  2 18  1  0
  2 19  1  0
  3 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  5 24  1  0
  5 25  1  0
  6 26  1  0
  7 27  1  0
  8 28  1  0
  8 29  1  0
  9 30  1  0
 10 31  1  0
 10 32  1  0
 11 33  1  0
 11 34  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      -7.490   6.692   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -6.156   5.922   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.823   6.692   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.489   5.922   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.155   6.692   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.822   5.922   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.512   6.692   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.512   8.232   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.253   8.376   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.283   9.520   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.846   9.002   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.513  10.854   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       4.140  12.261   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       2.007  10.534   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7   11                                                       
CONECT    9   10   11                                                       
CONECT   10    9   12                                                       
CONECT   11    8    9   14                                                  
CONECT   12   10   13   14                                                  
CONECT   13   12                                                            
CONECT   14   11   12                                                       
MASTER        0    0    0    0    0    0    0    0   14    0   28    0
END

COMPND    HMDB0032331
HETATM    1  C1  UNL     1       4.594   1.047  -0.635  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.049  -0.384  -0.647  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.382  -0.700   0.691  1.00  0.00           C  
HETATM    4  C4  UNL     1       2.252   0.244   0.939  1.00  0.00           C  
HETATM    5  C5  UNL     1       1.163   0.216  -0.085  1.00  0.00           C  
HETATM    6  C6  UNL     1       0.480  -1.042  -0.267  1.00  0.00           C  
HETATM    7  C7  UNL     1      -0.812  -1.187  -0.070  1.00  0.00           C  
HETATM    8  C8  UNL     1      -1.770  -0.138   0.358  1.00  0.00           C  
HETATM    9  C9  UNL     1      -2.841   0.039  -0.698  1.00  0.00           C  
HETATM   10  C10 UNL     1      -3.797   1.116  -0.225  1.00  0.00           C  
HETATM   11  C11 UNL     1      -5.005   0.405   0.312  1.00  0.00           C  
HETATM   12  C12 UNL     1      -4.608  -1.024   0.271  1.00  0.00           C  
HETATM   13  O1  UNL     1      -5.049  -1.965   0.994  1.00  0.00           O  
HETATM   14  O2  UNL     1      -3.647  -1.129  -0.726  1.00  0.00           O  
HETATM   15  H1  UNL     1       5.361   1.158  -1.420  1.00  0.00           H  
HETATM   16  H2  UNL     1       3.810   1.789  -0.821  1.00  0.00           H  
HETATM   17  H3  UNL     1       5.112   1.181   0.347  1.00  0.00           H  
HETATM   18  H4  UNL     1       3.363  -0.470  -1.490  1.00  0.00           H  
HETATM   19  H5  UNL     1       4.923  -1.033  -0.821  1.00  0.00           H  
HETATM   20  H6  UNL     1       4.173  -0.555   1.456  1.00  0.00           H  
HETATM   21  H7  UNL     1       3.116  -1.753   0.683  1.00  0.00           H  
HETATM   22  H8  UNL     1       1.833   0.061   1.950  1.00  0.00           H  
HETATM   23  H9  UNL     1       2.663   1.276   0.963  1.00  0.00           H  
HETATM   24  H10 UNL     1       0.488   1.052   0.129  1.00  0.00           H  
HETATM   25  H11 UNL     1       1.611   0.494  -1.097  1.00  0.00           H  
HETATM   26  H12 UNL     1       1.022  -1.956  -0.586  1.00  0.00           H  
HETATM   27  H13 UNL     1      -1.248  -2.208  -0.239  1.00  0.00           H  
HETATM   28  H14 UNL     1      -1.354   0.849   0.555  1.00  0.00           H  
HETATM   29  H15 UNL     1      -2.286  -0.453   1.298  1.00  0.00           H  
HETATM   30  H16 UNL     1      -2.452   0.223  -1.697  1.00  0.00           H  
HETATM   31  H17 UNL     1      -4.026   1.845  -1.015  1.00  0.00           H  
HETATM   32  H18 UNL     1      -3.356   1.690   0.634  1.00  0.00           H  
HETATM   33  H19 UNL     1      -5.284   0.706   1.330  1.00  0.00           H  
HETATM   34  H20 UNL     1      -5.859   0.609  -0.390  1.00  0.00           H  
CONECT    1    2   15   16   17
CONECT    2    3   18   19
CONECT    3    4   20   21
CONECT    4    5   22   23
CONECT    5    6   24   25
CONECT    6    7    7   26
CONECT    7    8   27
CONECT    8    9   28   29
CONECT    9   10   14   30
CONECT   10   11   31   32
CONECT   11   12   33   34
CONECT   12   13   13   14
END

HMDB0032331
     RDKit          3D
(Z)-4-Hydroxy-6-dodecenoic acid lactone
 34 34  0  0  0  0  0  0  0  0999 V2000
    4.5937    1.0473   -0.6352 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0493   -0.3842   -0.6471 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3815   -0.6995    0.6913 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2523    0.2444    0.9392 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1634    0.2164   -0.0846 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4803   -1.0423   -0.2671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8125   -1.1872   -0.0697 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7702   -0.1382    0.3578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8413    0.0387   -0.6982 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7969    1.1156   -0.2254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0054    0.4047    0.3118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6079   -1.0244    0.2714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0487   -1.9648    0.9943 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6469   -1.1287   -0.7259 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3610    1.1576   -1.4203 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8098    1.7886   -0.8208 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1118    1.1807    0.3469 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3633   -0.4700   -1.4899 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9229   -1.0327   -0.8214 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1727   -0.5554    1.4561 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1155   -1.7531    0.6834 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8334    0.0614    1.9499 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6634    1.2760    0.9631 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4884    1.0521    0.1293 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6107    0.4937   -1.0973 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0218   -1.9559   -0.5864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2478   -2.2077   -0.2395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3543    0.8485    0.5545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2859   -0.4530    1.2975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4520    0.2228   -1.6972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0259    1.8449   -1.0149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3565    1.6897    0.6344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2844    0.7056    1.3298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8586    0.6086   -0.3903 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14  9  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  2 18  1  0
  2 19  1  0
  3 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  5 24  1  0
  5 25  1  0
  6 26  1  0
  7 27  1  0
  8 28  1  0
  8 29  1  0
  9 30  1  0
 10 31  1  0
 10 32  1  0
 11 33  1  0
 11 34  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(Z)-4-Hydroxy-6-dodecenoate lactone	Generator
(+,-)-(Z)-6-Dodecen-4-olide	HMDB
(Z)-6-Dodecen-4-olide	HMDB
(Z)-6-Dodecen-laquo gammaraquo -lactone	HMDB
(Z)-6-Dodeceno-laquo gammaraquo -lactone	HMDB
(Z)-6-Dodecenyl-laquo gammaraquo -lactone	HMDB
(Z)-Dihydro-5-(2-octenyl)-2(3H)-furanone	HMDB
(Z)-Dihydro-5-(2-octenyl)furan-2(3H)-one	HMDB
(Z)-Dodec-6-en-4-olide	HMDB
5-[(2Z)-2-Octenyl]dihydro-2(3H)-furanone	HMDB
6-(Z)-Dodecen-laquo gammaraquo -lactone	HMDB
cis-1,4-Dodec-6-enolactone	HMDB
cis-4-Hydroxy-6-dodecenoic acid lactone	HMDB
cis-4-Hydroxydodec-6-enoic acid lactone	HMDB
cis-6-Dodecen-4-olide	HMDB
cis-Laquo gammaraquo -dodec-6-enolactone	HMDB
D-Glucono-1,4-lactone	HMDB
Dihydro-5-(2-octenyl)-(Z)-2(3H)-furanone	HMDB
gamma-Dodecen-6-lactone	HMDB
Laquo gammaraquo -6-(Z)-dodecenolactone	HMDB
Laquo gammaraquo -dodec-cis-6-enolactone	HMDB

Chemical Formula

C₁₂H₂₀O₂

Average Molecular Weight

196.286

Monoisotopic Molecular Weight

196.146329884

IUPAC Name

5-[(2Z)-oct-2-en-1-yl]oxolan-2-one

Traditional Name

5-[(2Z)-oct-2-en-1-yl]oxolan-2-one

CAS Registry Number

18679-18-0

SMILES

CCCCC\C=C/CC1CCC(=O)O1

InChI Identifier

InChI=1S/C12H20O2/c1-2-3-4-5-6-7-8-11-9-10-12(13)14-11/h6-7,11H,2-5,8-10H2,1H3/b7-6-

InChI Key

QFXOXDSHNXAFEY-SREVYHEPSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as gamma butyrolactones. Gamma butyrolactones are compounds containing a gamma butyrolactone moiety, which consists of an aliphatic five-member ring with four carbon atoms, one oxygen atom, and bears a ketone group on the carbon adjacent to the oxygen atom.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Lactones

Sub Class

Gamma butyrolactones

Direct Parent

Gamma butyrolactones

Alternative Parents

Substituents

Gamma butyrolactone
Tetrahydrofuran
Carboxylic acid ester
Oxacycle
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Sweet

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0032331)
Cell membrane (HMDB: HMDB0032331)

Source

Endogenous

Endogenous (HMDB: HMDB0032331)

Exogenous

Food

Food (HMDB: HMDB0032331)

Exogenous (HMDB: HMDB0032331)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	159.00 °C. @ 10.00 mm Hg	The Good Scents Company Information System
Water Solubility	64.91 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	3.105 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.017 g/L	ALOGPS
logP	4.23	ALOGPS
logP	3.39	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Basic)	-7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	26.3 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	57.97 m³·mol⁻¹	ChemAxon
Polarizability	23.24 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	150.522	31661259
DarkChem	[M-H]-	147.758	31661259
DeepCCS	[M+H]+	153.69	30932474
DeepCCS	[M-H]-	149.67	30932474
DeepCCS	[M-2H]-	187.207	30932474
DeepCCS	[M+Na]+	162.87	30932474
AllCCS	[M+H]+	149.6	32859911
AllCCS	[M+H-H2O]+	145.6	32859911
AllCCS	[M+NH4]+	153.3	32859911
AllCCS	[M+Na]+	154.4	32859911
AllCCS	[M-H]-	153.8	32859911
AllCCS	[M+Na-2H]-	154.8	32859911
AllCCS	[M+HCOO]-	156.0	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	7.29 minutes	32390414
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	7.89 minutes	32390414
Predicted by Siyang on May 30, 2022	18.7511 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.3 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2558.6 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	570.6 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	225.4 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	383.7 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	468.0 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	826.0 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	716.1 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	88.8 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1691.7 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	537.9 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1569.3 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	590.5 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	436.3 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	570.9 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	586.3 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	10.5 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(Z)-4-Hydroxy-6-dodecenoic acid lactone	CCCCC\C=C/CC1CCC(=O)O1	2410.2	Standard polar	33892256
(Z)-4-Hydroxy-6-dodecenoic acid lactone	CCCCC\C=C/CC1CCC(=O)O1	1588.1	Standard non polar	33892256
(Z)-4-Hydroxy-6-dodecenoic acid lactone	CCCCC\C=C/CC1CCC(=O)O1	1681.5	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - (Z)-4-Hydroxy-6-dodecenoic acid lactone GC-MS (Non-derivatized) - 70eV, Positive	splash10-0bta-9600000000-547eeca455ec1144c795	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (Z)-4-Hydroxy-6-dodecenoic acid lactone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (Z)-4-Hydroxy-6-dodecenoic acid lactone 10V, Positive-QTOF	splash10-0002-0900000000-8465ed71ed5f16cafe45	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (Z)-4-Hydroxy-6-dodecenoic acid lactone 20V, Positive-QTOF	splash10-000b-8900000000-f1c0db0381f579ec9f3e	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (Z)-4-Hydroxy-6-dodecenoic acid lactone 40V, Positive-QTOF	splash10-0006-9000000000-2979bab4efd30bcf5970	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (Z)-4-Hydroxy-6-dodecenoic acid lactone 10V, Negative-QTOF	splash10-0002-0900000000-9bc4df0a3eec1858c260	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (Z)-4-Hydroxy-6-dodecenoic acid lactone 20V, Negative-QTOF	splash10-0f6t-3900000000-43b97b433e9bcb7d0cf2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (Z)-4-Hydroxy-6-dodecenoic acid lactone 40V, Negative-QTOF	splash10-0006-9100000000-77065d8dea101d11acfb	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (Z)-4-Hydroxy-6-dodecenoic acid lactone 10V, Positive-QTOF	splash10-0aov-9300000000-71ea87e5047ff086c247	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (Z)-4-Hydroxy-6-dodecenoic acid lactone 20V, Positive-QTOF	splash10-0aou-9200000000-d6c73a708b7e50f125a5	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (Z)-4-Hydroxy-6-dodecenoic acid lactone 40V, Positive-QTOF	splash10-0a4l-9100000000-9c8446a594178c373617	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (Z)-4-Hydroxy-6-dodecenoic acid lactone 10V, Negative-QTOF	splash10-0002-0900000000-ef43b29361591e906715	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (Z)-4-Hydroxy-6-dodecenoic acid lactone 20V, Negative-QTOF	splash10-0002-4900000000-a05f06285a08dfbb7f09	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (Z)-4-Hydroxy-6-dodecenoic acid lactone 40V, Negative-QTOF	splash10-0apm-9200000000-2642e5c1de10a1f21782	2021-09-22	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-04	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB009601

KNApSAcK ID

Not Available

Chemspider ID

4509320

KEGG Compound ID

C03107

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5352428

PDB ID

Not Available

ChEBI ID

16165

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1038301

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). EAFUS: Everything Added to Food in the United States.. .

Showing metabocard for (Z)-4-Hydroxy-6-dodecenoic acid lactone (HMDB0032331)

MOL for HMDB0032331 ((Z)-4-Hydroxy-6-dodecenoic acid lactone)

3D MOL for HMDB0032331 ((Z)-4-Hydroxy-6-dodecenoic acid lactone)

3D SDF for HMDB0032331 ((Z)-4-Hydroxy-6-dodecenoic acid lactone)

3D-SDF for HMDB0032331 ((Z)-4-Hydroxy-6-dodecenoic acid lactone)

PDB for HMDB0032331 ((Z)-4-Hydroxy-6-dodecenoic acid lactone)

3D PDB for HMDB0032331 ((Z)-4-Hydroxy-6-dodecenoic acid lactone)

SMILES for HMDB0032331 ((Z)-4-Hydroxy-6-dodecenoic acid lactone)

INCHI for HMDB0032331 ((Z)-4-Hydroxy-6-dodecenoic acid lactone)

Structure for HMDB0032331 ((Z)-4-Hydroxy-6-dodecenoic acid lactone)

3D Structure for HMDB0032331 ((Z)-4-Hydroxy-6-dodecenoic acid lactone)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

IR Spectra